Hello, Im trying to determine an organic structure here is what I know:
according to solubility and other physical tests, the compound is an alcohol with 5 or fewer carbons
There are 4 distinct hydrogen environments with spin/spin splitting of triplet, triplet, singlet, singlet.
there are 3 distinct carbon environments
there is at least one primary or secondary -OH (since its an alcohol): di-ols are more likely then tri-ols which are more likely then quadr-ol, etc.
I don't have access to the actual spectra just this information so (in this case) one can assume that other functional groups are not present.
what I know:
*there can't be an ethyl-methyl tail as that would result in a triplet, quadruplet spin/spin
*OH groups produce a singlet (right? please tell me if I'm wrong but I think that all OH groups produce the same singlet due to shielding by the O atom)
* 3 carbon environments + 5 carbons or fewer means the compound has to have between 3 and 5 carbons (could be wrong... at this point, an additional carbon would be accepted if it meets the other criteria.
* boiling point of the compound is around 120 deg. C
I have been racking my brains for a few days and cannot seem to reconcile the spin/spin splitting with any of the compounds I've come up with. especially given the 5 carbons or fewer
thank you for your help,